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Flights from Fort Myers to Chicago
Cheap flight deals from Fort Myers to Chicago
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopRSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Thu, Apr 17 | Frontier AirlinesMDW 20:503h 9mNonstopRSW 00:59Chicago - Fort Myers | Sun, Apr 20 | Frontier AirlinesAED 332 AED 73054% OFF54% OFFAED 730 AED 332
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RSW 08:523h 7mNonstopORD 10:59Fort Myers - Chicago | Tue, May 6 | Spirit AirlinesORD 12:262h 47mNonstopRSW 16:13Chicago - Fort Myers | Fri, May 9 | Spirit AirlinesAED 431 AED 73041% OFF41% OFFAED 730 AED 431
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RSW 15:153h 10mNonstopORD 17:25Fort Myers - Chicago | Thu, Apr 24 | Spirit AirlinesORD 10:242h 52mNonstopRSW 14:16Chicago - Fort Myers | Thu, May 1 | Spirit AirlinesAED 444 AED 73039% OFF39% OFFAED 730 AED 444
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RSW 08:523h 7mNonstopORD 10:59Fort Myers - Chicago | Fri, Apr 25 | Spirit AirlinesORD 11:542h 51mNonstopRSW 15:45Chicago - Fort Myers | Mon, Apr 28 | Spirit AirlinesAED 46936% OFFAED 730 AED 469
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RSW 06:153h 21mNonstopORD 08:36Fort Myers - Chicago | Tue, Apr 15 | Frontier AirlinesMDW 19:593hNonstopRSW 23:59Chicago - Fort Myers | Sat, Apr 19 | Frontier AirlinesAED 50331% OFFAED 730 AED 503
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RSW 15:153h 10mNonstopORD 17:25Fort Myers - Chicago | Thu, May 1 | Spirit AirlinesORD 14:352h 51mNonstopRSW 18:26Chicago - Fort Myers | Sat, May 3 | Spirit AirlinesAED 51230% OFFAED 730 AED 512
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RSW 08:523h 7mNonstopORD 10:59Fort Myers - Chicago | Wed, Apr 30 | Spirit AirlinesORD 10:242h 52mNonstopRSW 14:16Chicago - Fort Myers | Sun, May 4 | Spirit AirlinesAED 53127% OFFAED 730 AED 531
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RSW 09:153h 16mNonstopORD 11:31Fort Myers - Chicago | Fri, May 9 | Spirit AirlinesORD 12:262h 47mNonstopRSW 16:13Chicago - Fort Myers | Sun, May 11 | Spirit AirlinesAED 53227% OFFAED 730 AED 532
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RSW 09:153h 16mNonstopORD 11:31Fort Myers - Chicago | Thu, May 15 | Spirit AirlinesORD 12:262h 47mNonstopRSW 16:13Chicago - Fort Myers | Sun, May 18 | Spirit AirlinesAED 53627% OFFAED 730 AED 536
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RSW 09:153h 16mNonstopORD 11:31Fort Myers - Chicago | Fri, May 16 | Spirit AirlinesORD 12:262h 47mNonstopRSW 16:13Chicago - Fort Myers | Sun, May 18 | Spirit AirlinesAED 54026% OFFAED 730 AED 540
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FMY 13:0017h 25m1 stopsCHI Invalid DateFort Myers - Chicago | Tue, Apr 15 | Normal AirlineCHI 15:006hNonstopFMY 16:00Chicago - Fort Myers | Thu, Apr 17 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopRSW 06:153h 21mNonstopORD 08:36Fort Myers - Chicago | Tue, Apr 15 | Frontier AirlinesAED 183 AED 44057% OFF57% OFFAED 440 AED 183
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RSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Thu, Apr 17 | Frontier AirlinesAED 200 AED 44054% OFF54% OFFAED 440 AED 200
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RSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Sun, Apr 13 | Frontier AirlinesAED 202 AED 44054% OFF54% OFFAED 440 AED 202
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RSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Sat, Apr 19 | Frontier AirlinesAED 20553% OFFAED 440 AED 205
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RSW 08:523h 7mNonstopORD 10:59Fort Myers - Chicago | Fri, Apr 25 | Spirit AirlinesAED 23646% OFFAED 440 AED 236
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RSW 08:523h 7mNonstopORD 10:59Fort Myers - Chicago | Tue, Apr 29 | Spirit AirlinesAED 30331% OFFAED 440 AED 303
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RSW 09:153h 16mNonstopORD 11:31Fort Myers - Chicago | Fri, May 16 | Spirit AirlinesAED 30730% OFFAED 440 AED 307
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RSW 08:523h 7mNonstopORD 10:59Fort Myers - Chicago | Fri, May 2 | Spirit AirlinesAED 31428% OFFAED 440 AED 314
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RSW 08:523h 7mNonstopORD 10:59Fort Myers - Chicago | Wed, Apr 30 | Spirit AirlinesAED 32626% OFFAED 440 AED 326
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RSW 10:118h 17m1 stopsMDW 17:28Fort Myers - Chicago | Mon, May 5 | Frontier AirlinesAED 32227% OFFAED 440 AED 322
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FMY 13:0017h 25m1 stopsCHI Invalid DateFort Myers - Chicago | Tue, Apr 15 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Fort Myers (FMY) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Fort Myers to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Fort Myers (FMY) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 4,500. -
How long does it take to fly from Fort Myers (FMY) to Chicago (CHI)?
It takes about 3 hours 24 minutes to fly from Fort Myers (FMY) to Chicago (CHI). -
What are the most popular airlines that fly from Fort Myers (FMY) to Chicago (CHI)?
Airlines with flights from Fort Myers (FMY) to Chicago (CHI): Emirates, Southwest Airlines, United Airlines, Alaska Airlines, Air New Zealand, American Airlines, Finnair, Volaris and Qatar Airways. -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from Fort Myers to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Fort Myers to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Fort Myers to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Fort Myers to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Tue, Apr 15 at AED 183 for one-way flights.
Compare cheap Fort Myers to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Fort Myers to Chicago. The cheapest airline operating is Frontier Airlines.
Set up a Price Alert
By setting up a Price Alert for your Fort Myers to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Fort Myers to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Fort Myers to Chicago to get exclusive deals for you.
Flight Info | Fort Myers to Chicago
Cheapest one-way flight price | AED 183 |
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Cheapest return ticket price | AED 332 |
Off-season for travel | March |
Peak season for travel | June |
Flight distance | 1,780.05 km |
Average flight time | 3 hours 24 minutes |
Popular airline | United Airlines |
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